(navigation image)
Home American Libraries | Canadian Libraries | Universal Library | Community Texts | Project Gutenberg | Children's Library | Biodiversity Heritage Library | Additional Collections
Search: Advanced Search
Anonymous User (login or join us)
Upload
See other formats

Full text of "Practical Organic Chemistry"

286

PRACTICAL ORGANIC CHEMISTRY

The last compound has been utilised for the preparation of
fluorobenzene, and its congeners by the action of cone, hydro-
fluoric acid,

Ct;II5N:N.C5H10 + 2HF = C6H3F + No + C5H10NH.HF.

Diazoaminobenzene undergoes the following reactions : —

r. The hydrogen of the immo-group may be replaced by acid

and alkyl radicals.    In the latter case the sodium compound is

treated with an alkyl iodide.

2. Phenyl carbimide forms a urea derivative,

C0ri5N:N.NHC8H5

CGII5N.CO = CflHBN:N.NC0I-Ic

Nco.

C6H5NI-K

3.    With strong hydrochloric acid, decomposition into cliazo-
niun^salt and amine takes place,

C6H5N:N.NHC6Ha

= C6H5N3.C1 + CBIIBNHa.

If nitrous acid is added, the second molecule of base is also
converted into diazobenzene chloride. In presence of cuprous
chloride, chlorobenzene is formed.

4.  On  boiling with  water,   diazoaminobenzene  decomposes
into phenol and base,

QHDN:N.NH.CGH5 + H,O •= CCH5OH + C6riaNH3 + N2.

5.  On reduction, it splits up into phenylhydrazine and aniline,

C8H5N:N.NHCeH8 + 2H2 = C6HBNH.NH3 + C6H5NHo.

PREPARATION 70.

Amiiioazobenzene.—The conversion of diazoaminobenz-
ene into aminoazobenzene resembles the formation of benzidine
from hydrazobenzene (see p. 148). The diazo-nitrogen seizes
on the carbon of the nucleus in the para-position to the amino-
group,

>NHo,